A rustic barn surrounded by autumn foliage on a hillside.

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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Pine Plains bed & breakfast

A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

1. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (318 reviews)
"good location/ walkable to down town !"
United States
teresina
The price is AED 1,010
AED 1,143 total
includes taxes & fees
10 Nov - 11 Nov
Inn at Pine Plains
A vintage black car parked on a road with a white fence and trees in the background.

2. Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.8 out of 10, Good, (144 reviews)
"I like that it has some character and authenticity. Its everything you need in an awesome area, yet tucked away from too much craziness and traffic."
United States
amanda
The price is AED 514
AED 582 total
includes taxes & fees
10 Nov - 11 Nov
Jenny's Country Manor
A bedroom with a large mural of a waterfall, two bedside lamps, a bed with multiple pillows, and a nightstand with a lamp.

3. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (128 reviews)
"A great place to stay!"
United States
Thomas
The price is AED 735
AED 823 total
includes taxes & fees
10 Nov - 11 Nov
Changing Times Boutique Country Lodging
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

4. Private room on secluded 7 acres , access to entire house including patio, porch

Private room on secluded 7 acres , access to entire house including patio, porch
Clinton Corners
8.6 out of 10, Excellent, (33 reviews)
"Wonderful hosts in a quaint home in a lovely spot."
United States
Sharen B.
The price is AED 496
AED 652 total
includes taxes & fees
19 Nov - 20 Nov
Private room on secluded 7 acres , access to entire house including patio, porch
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

5. Omega Special 1860s farm house 3 miles away

Omega Special 1860s farm house 3 miles away
Clinton Corners
8.6 out of 10, Excellent, (12 reviews)
"Lynn was incredibly kind, helpful, and friendly. Our stay was very comfortable and centrally located to everywhere we wanted to be. The property was beautiful and scenic, and the home was as cozy and comfortable. She even put out breakfast and coffee for us in the morning, which was very nice! We would absolutely stay again!"
United States
Kenneth P
The price is AED 496
AED 677 total
includes taxes & fees
19 Nov - 20 Nov
Omega Special 1860s farm house 3 miles away
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

6. it's a good thing

it's a good thing
3.0 star property
Clinton Corners
7.8 out of 10, Good, (36 reviews)
"The warmth of the owners!"
United States
Evangelia
The price is AED 658
AED 744 total
includes taxes & fees
10 Nov - 11 Nov
it's a good thing
A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

7. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (86 reviews)
"the minute we arrived the host was helpful, and very nice. He even asked if we needed dinner reservations. The room was clean and pristine. the breakfast was excellent. the host was very cordial and helpful. would definitely recommend. would definitely stay again if in that area"
United States
kenneth
The price is AED 882
AED 997 total
includes taxes & fees
10 Nov - 11 Nov
Millbrook Country House Bed & Breakfast
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

8. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (253 reviews)
"Great Breakfast Bed was okay Room very quaint hotel was very nice inside"
United States
Melanie
The price is AED 677
AED 778 total
includes taxes & fees
10 Nov - 11 Nov
Blackberry River Inn
Interior detail

9. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is AED 602
AED 672 total
includes taxes & fees
22 Nov - 23 Nov
Wilder House Berkshires
A covered porch with rocking chairs and a red door.

10. Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.0 out of 10, Wonderful, (59 reviews)
"It was a cozy place and my family loved it. The record player was a nice touch"
United States
Michelle
The price is AED 782
AED 911 total
includes taxes & fees
30 Nov - 1 Dec
Kingston Carriage House
A house with a porch, outdoor seating, and string lights.

11. Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
9.8 out of 10, Exceptional, (8 reviews)
"The host the home and grounds were just lovely! Exactly what we needed for a weekend getaway with our pets. Thank you!"
United States
Stephen
The price is AED 386
AED 486 total
includes taxes & fees
24 Nov - 25 Nov
Hudson Pond · Hideaway King Suite · GF Breakfast
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

12. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (455 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is AED 386
AED 444 total
includes taxes & fees
10 Nov - 11 Nov
Locust Tree Bed and Breakfast LLC
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

13. Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Clinton Corners
7.8 out of 10, Good, (12 reviews)
"The propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."
United States
Dawn B.
The price is AED 562
AED 735 total
includes taxes & fees
22 Nov - 23 Nov
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
A house with a covered porch, a brick exterior, and a pathway leading to the entrance.

14. Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (363 reviews)
"The keepers were extraordinarily friendly and helpful. The breakfast was outstanding and freshly made with local ingredients."
United States
Lisa
The price is AED 887
AED 1,004 total
includes taxes & fees
10 Nov - 11 Nov
Journey Inn Bed & Breakfast
A covered porch with a stone pathway leading to a bench.

15. Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (6 reviews)
"What a hidden gem! Just minutes away from the hussel and bussle of the city! Beautiful gardens and well stocked kitchen!"
United States
Barbara
The price is AED 404
AED 507 total
includes taxes & fees
11 Nov - 12 Nov
Hudson Pond · Garden Queen Suite · GF Breakfast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pine Plains Hotel Reviews

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

8/10 Good
"Problems with the AC."
Fernando 3-night trip
Posted 11 hours ago
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Frequently asked questions

Searching for B&Bs in Pine Plains?
If you're looking for something a little more offbeat than the traditional hotel experience, a bed and breakfast could be a great option for your vacation. While you're enjoying your trip to Pine Plains, you might want to explore the theater scene by catching a show at The Stissing Center.
How do you know if a B&B is the right choice for your stay?
B&Bs all have a unique charm. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home.
What are the top B&Bs in Pine Plains?
Below are some well-liked B&Bs in the area: Inn at Pine Plains: 8 rooms. 0.2 mi (0.3 km) from the heart of Pine Plains.Locust Tree Bed and Breakfast LLC: 7 rooms. Situated 18.2 mi (29.2 km) from the heart of Pine Plains. Kingston Carriage House: 5 rooms. 17.5 mi (28.2 km) from the heart of downtown. Enjoy the massage services and private yard. Wilder House Berkshires: 5 rooms. Located 17.7 mi (28.4 km) from the core of Pine Plains. Enjoy the free cooked breakfast and unique décor.
When should I book my B&B in Pine Plains?
When you're planning your getaway to Pine Plains, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Pine Plains are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.
What is there to do in Pine Plains?
When you want to spend some time in the great outdoors, Thompson Pond and Stissing Lake Park are some notable spots. You might put The Stissing Center and Pine Plains Library on your list if you want to see more of the area.
How can I get to and around Pine Plains?
Planning your excursions in and around Pine Plains is easier with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 21.9 mi (35.3 km) from the heart of the city. If you'd like to explore around the area, you may want to rent a car for your trip.